GB2190837A

GB2190837A - Oral care composition

Info

Publication number: GB2190837A
Application number: GB08711868A
Authority: GB
Inventors: Jean-Francois Grollier
Original assignee: LOreal SA
Current assignee: LOreal SA
Priority date: 1986-05-21
Filing date: 1987-05-20
Publication date: 1987-12-02
Anticipated expiration: 2007-05-20
Also published as: GB8711868D0; GB2190837B; FR2598913A1; CA1294885C; IT8767441A0; LU86433A1; DE3717103C2; CH673582A5; BE1000833A3; FR2598913B1; IT1211337B; JP2545393B2; DE3717103A1; US4834969A; JPS6322011A

Description

GB 2 190 837 A 1 SPECIFICATION The disappearance time for the foam may be

determined, for example, according tothefollowing Oral care composition test:

1 g of the foam is deposited on a watch glass and the The present invention concerns a composition for 70 time required for itto become liquefied is measured cleaning, disinfecting andlor deodorizing the buccal with a timer; 1 g of foam of the present invention, for cavity and teeth, in the form of an aqueous aerosol example, may become liquefied within approximately foam with a short life on contact with the buccal 20 seconds. The quantity byweight of foam which can mucus or with teeth. temporarily be deposited in the buccal cavity and on The use of compositions forwashing the mouth, 75 teeth is determined separately. This quantity may vary also called mouthwashes, dispensed in the form of a from 0.3 to 1 g, preferably 0.4to 0.6 g, and the foam foam from an aerosol packaging with a viewto disappears on contact with mucuses and with teeth, in cleaning, disinfecting andlor deodorizing the mouth a period which may vary, for example, from 10 to 15 and the teeth has already been proposed. Such seconds.

compositions are especially intended to remove food 80 The surfactants recommended until now and the deposits and to preverittartar, caries and bad odours propellants used in combination with these surfac of the mouth. Such products are described especially tants do not enable buccal foarnswhich are short-lived in Japanese Patents 55/085,513,571014,520,57/ and non-attacking towards mucusesto be obtained.

014,521 and in German Patent Application 2,001,317. We have discoveredthat it is possible to prepare a However, the compositions in the priorart most 85 short-lived buccal foam which can be used directly on frequently give rise to firm and rich foams with the buccal.mucus and theteeth withoutthe need for it relatively long staying power and which are relatively to be dissolved, by using at least one nonionic large in volume. They contain essentially anionic surfactant of the poly(hydroxypropylether) group as surfactants such as sodium lauryl sulphate, sodium the surfactant and a partially halogenated hydrocar- dodecyl benzenesulphonate, a sodium salt of lauryl 90 bon as the propellant.

sarcosinate and, in some cases, surfactants which The present invention therefore provides a pressu enable thetexture of the foam to be further improved, rized aerosol device comprising a composition suit such as lauryl diethanolamide. These compositions able for cleaning, disinfecting andlor deodorizing the are generally in theform of a paste which additionally buccal cavity and teeth which comprises, in an contains an abrasive polishing agent and are used in 95 aqueous medium, at least one nonionic surfactant theform of a toothpaste, using a brush. When they are containing one or more propylether groups and a intended to be used in theform of mouthwashes, it is partially halogenated hydrocarbon propellantsuch recommendedto depositthefoam beforehand in a thata short-livedfoarn may beformed afterthe mouthwashing cup andto dilute ittoseveral times its composition is dispensed from the device.

volume with water, stirring it well to make it dissolve. 100 The composition used in the device according to the Such a composition cannot therefore be used directly present invention may, for example, be in the form of forwashing the mouth. an aqueous or aqueous/alcoholic solution.

Moreover, the availability of a composition which The nonionic surfactants of the poly(hydroxypropy cleans, disinfects and deodorizes the entire buccal tether) group are more particularly of formula (1), (11) or cavity and which can be used easily at any time 105 (111) below or are prepared according to the process withoutthe need to use accessories orto dissolve the described in paragraph (iv) product has been sought. (i) a product of formula We have discovered that directtreatment with a R, 0 - (CH2 CHO)ar--H (1) foam instead of a liquid composition is more efficient 1 in cleaning, disinfecting andlor deodorizing the 110 CH20H mouth. Although not bound bythe following theory, in which R, denotes an alkyl group or a mixture of alkyl this appears to be due to the more efficient wetting groups containing 10 to 14 carbon atoms and m is an qualities of the compositions in the form of a foam, integer orfraction from 2 to 10 and preferablyfrom 3 with a better distribution and a better penetration into to 6; the interstices between the teeth and a more efficient 115 (ii) a product of formula removal of the food debris and abetter deodorization. R2-CH01-1-CI-12 0- (CH,-CHOH-CH20)n H (11) We have soughtto obtain a composition which has in which R2 denotes an alkyl group or a mixture of aikyl the advantages mentioned above, i.e. which makes it groups containing 8 to 12 carbon atoms and n is an possible to clean, disinfect andlor deodorize, by integer orfraction from 2 to 10 and preferablyfrom 2.5 dispensing it directly into the mouth from an aerosol 120 to 6; packaging. However, such a foam must break up after (iii) a product of formula impregnating the mucus orthe teeth in a sufficiently R3-CONH-CH2-CH2-0- CH2-CH,-0(CH2-CHOH-CH2-0p-H (111) short period of time so that it can be discarded in liquid in which R3 denotes an alkyl oralkenyl group ora form. This type of foam will be called -short-lived mixture of alkyl and/oralkenyl groups containing from foam" or, in alternative terminology, -quick breaking" 125 11 to 17 carbon atoms and p denotes an integeror foam. A foam for the direct treatment of the buccal fraction from 1 to 5 and preferablyfrom 1.5to4; or cavity and the teeth maybe considered short-lived (iv) a compound prepared byacid-catalyzed con when it disappears, i.e. it becomes liquefied, in a densation of 2 to 10, and preferablyfrom 2.5 to 6, period of, for example, not exceeding about 25 moles of glycidol per mole of alcohol or of alkane-1,2 seconds after its formation. 130 diol containing 10 to 14 carbon atoms, for example as 2 GB 2 190 837 A 2 described in French Patent 2,169,787. hydroxyalkylcellulose.

The surfactants which are particularly preferred are Thethickener must be present in the buccal of fo rm u 1 ae: composition in a proportion which enables a short- C12H210-(CH2-CH-0) H OV) lived foam to be obtained, generally in a proportion of 1 4.2 70 less than or equal to 0.5%, preferably less than or CH20H equal to 0.25%.

IR,O-(CH2-CH-0) H (V) The short-lived buccal foam may, forexample, 1 3.75 comprise a sweetening agent in a concentration of CH20H from 5to 30%, preferablyfrom 1 Oto 20%, relative to in which R, denotes a mixture of Clol-121 and C12H25 75 the total weight of the composition. Examples of such alkyl groups; agents are sorbitol, glycerine and sodium saccharin R2-CHOH-CH20-(C1-12-CHOH-CH20) H (V1) ate. It may also comprise a preservative such as 3.5 formol and its derivatives, methyl para - hydroxy in which R2 denotes a mixture of C91-119 to C12H25 alkyl benzoate, propyl para -hydroxybenzoate andthe like, groups; 80 for example in a quantityof from 0.01 to 0.5% by R3-CONH-CH2-CH2-0-CH2- CH,-0-(CH2-CHOH-CH2-0-H (VII) weight relativeto the total weight of the composition.

3.5 With a viewto using it as a mouthwash,the in which R3denotes a mixture OfC12H25 and C14H29 composition generally comprises a flavouring subst alkyl groups, alkyl and alkenyl groups derived from ance.for example in a proportion of from 0.5to 5% coconut oil fatty acids oran oleyl group; or 85 relative to the total weight of thefoarn expelled from Cl,H21-CHOH-CH20-(CH2-CHOH-CH2-0-H (VIII) the aerosol device. Suitable flavourings are oils of 2.5 mint (curly mint or peppermint). aniseed, eucalyptus, The more particularly preferred surfactants are those cinnamon, clove, sage. liquorice, fruit essences such of formula (V1) above. as oils of lemon, orange, mandarin and strawberry The surfactants are preferably used in the oral care 90 and possibly methyl salicylate.

composition at a concentration of from 0.2to 3% by The compositions are generally aqueous, but may weight, preferablyfrom 0.5 to 2% byweight, relative also bein aq ueouslalcoholic form and may contain. in to thetotal weight of the composition. this variant. lower (for example Cl _C6 or Cl -C4) A particularly preferred propellant is a chlorodif- aikanols such as ethanol orglycols such as propylene luoromethane such asthe product sold by DU PONT 95 glycol, these alcohols being present in a proportion DE NEMOURS underthe name "DYMEL 22---which is such as notto preventfoam formation. The proportion also called---FREON22---or a difluoroethane such as is generally less than 20% relative to the total weight theproductsold byDU PONTDE NEMOURSunderthe of the composition.

name DYMEl-which is also called "FREON 152K'.The ThepH of the composition isgenerallyfrom3to9, propellant is preferably present in the pressurized 100 preferably from 5 to 7.5.

deviceina proportion of from 5to 20%, preferably 8to Thecomposition may comprise any other adjuvant 12% by weight relative to the total weight of the commonly used in oral care compositions.

composition. The invention provides a method forthe prepara In additionto the nonionic surfactants of the tion of a short-lived buccal foam from a composition poly(hydroxypropylether) group, the compositions 105 comprising, in an aqueous medium, at least one may comprise other surfactants, more particularly nonionic surfactant of the poly(hydroxypropylether) surfactants which have bactericidal properties in- group wherein the composition is pressurized and tended especial ly to prevent the formation of dental subsequently expanded from an aerosol device using plaque. These are generally cationic nitrogenous a partially halogenated hydrocarbon propellant.

compounds amongstwhich may be mentioned: 110 In orderto clean, wash andlor disinfectthe buccal benzyidimethyi(C8-C,8 alkyl)ammonium chloride; cavity orteeth, a foam is dispensed from an aerosol diisobutyl phenoxyethoxyethyldimethylbenzy1 - device as defined above into the buccal cavity or onto ammonium chloride; dodecyl trimethylammonium the teeth, the composition is maintained for a period bromide; dodecyl dimethyl - (2 phenoxyethyl)ammo- sufficientto clean the mouth and the teeth andlor until nium bromide; benzyidimethyistearylammonium 115 the foam becomes liquid and is discarded in the liquid chloride; cetyl pyridinium chloride; quaternised 5 - form.

amino - 1,3 -bis(2 - ethylhexyl) - 5 - methylhexahyd- The following Examples further illustratethe inven roxypyrimidine; trimethylcetyl ammonium bromide; tion.

alkyldimethyihydroxyethylammonium bromide in EXAMPLE 1 which the alkyl group is a mixture of groups derived 120 The following oral hygiene composition in the form from coconut oil fatty acids; chlorhexidine; alexidine of a foam is prepared:

and long chain tertiary amines. nonionicsurfactantof formula:

These bactericidal agents are generally used in a R-CHOH-CH7-0-4CHz-CHOHCHz-O-)--H proportion of from 0.005to 10% byweight, preferably 3.5 0.05to2% by weight, relative to the total weight of the 125 inwhich Rdenotesa mixtureof alkylgroups composition. containing9to 12carbonatoms 1 g The compositions may also comprise thickeners sodium saccharinate 0.1 g such as natural gums or synthetic thickeners, for 70% sorbitol 14gAS example sodium alginate, carragheen gum, xanthan monosodium phosphate 0. 01 g gum or the sodium salt of a carboxymethylcel lu lose or 130 preservative, colorant and flavour qs 3 GB 2 190 837 A 3 water qs 100g The same pressurized compositions with the chlor- 9 of this composition and then 10 g of odifluoromethane also provide short-lived foams difluoroethane are introduced into an aerosol con 40 dissipating in the same time.

Claims

tainer equipped with a directing nozzle. A short-lived CLAIMS buccal foam

which dissipates in about 10 seconds on 1. A pressurized aerosol device comprising a contact with buccal mucus and teeth is obtained by composition suitable for cleaning, disinfecting andlor actuating the valve. The foam imparts a pleasant deodorizing the buccal cavity and teeth which com breath to the mouth and helps to loosen tartar. 45 prises, in an aqueous medium at least one nonionic EXAMPLE 2 surfactant containing oneormore hydroxypropy- Thefollowing oral hygiene composition intheform [ether groups and a partially halogenated hydrocar of afoam is prepared: bon propellant such that a short-livedfoam maybe - nonionic surfactant of formula: formed after the composition is dispensed from the R-CHOH-CH2-O(CH,-CHOH-CH,---0) H 50 device.

3.5 2. A device according to claim 1 wherein the in which R denotes a mixture of alkyl groups nonionicsurfactant of the poly(hydroxypropylether) containing group is:
2 to 12 carbon atoms 1 g (i) a product of formula -sodium saccharinate 0.139 55 R, 0 - (CH2 - CHO)m H (1) -70% sorbitol 14gAS 1 -chlorhexidinedigluconate 0.05 g CH20H - monosodium phosphate 0.2 g in which R, denotes an alkyl group or a mixture of - Preservative, colorant, f lavour qs alkyl groups containing 10 to 14 carbon atoms and m -Water qs 100g 60 is an integer orfraction from 2to 10; g of this composition and 10 g of chlorodif- (ii) a product of formula luoromethane are introduced into an aerosol contain- R2-CH01-1-CH2 0-(CH2- CHOH -CH20), H (11) er equipped with a directing nozzle. in which R2 denotes an alkyl group or a mixture of A short-lived buccal foam which dissipates in about alkyl groups containing 8 to 12 carbon atoms and n is seconds on contact with buccal mucus a rid teeth is 65 an integer orfraction from 2 to 10; obtained by actuating the valve. (iii) a product of formula EXAMPLES 3, 4, 5, 6 R3-CONH-CH2-CH2-0-CH2-CH2-0(CH2-CHOH-CH2-0p-H (111) The following oral hygiene compositions in the in which R3 denotes an alkyl or alkenyl group or a form of a foam are prepared: mixture of alkyl andlor alkenyl groups containing from 11 to 17 carbon atoms and p denotes an integer orfraction from 1 to 5; or (iv) a compound prepared byacid-catalyzed condensation of 2to 10 moles of glycidol per mole of an alcohol orof an alkane- 1,2-diol containing 10to 14 carbonatoms.
3. A device according to claim 2 wherein the nonionic surfactant is a product of formula:

C12H210-(CH2-CH-0.-H OV) 1
4.2 CH20H R10-(C1-12-CH-0) H (V) 1 3.75 CH20H in which R, denotes a mixture of C10H2, and C12H25 alkyl groups; R2-CHOH-CH20-(CH2-CHOH-CH20-H (V1) 3.
5 in which R2denotes a mixtureof C91-119to C12H25alkyl groups; R,-CONH-CH2-CH,-0-CH2-CH2-0-(CH2-CHOH-CH2-0-H (VII) 3.5 in which R3 denotes a mixture OfC12H25 and C14H29 alkyl groups, alkyl and alkenyl groups derived from coconut oil fatty acids or an oleyl group; or C10H21-CHOH-CH20-(CH2-CHOH-CH2-0--H (VIII) 2.5 4. Adeviceaccordingto anyoneof claims 1 to3 The compositions are packaged according to the wherein the nonionic surfactant is present in a procedure of Example 1 with the diflu roethane and concentration of from 0.2 to 3% by weight relative to short-lived foams which dissipate in about 10 100 the total weight of the composition.

seconds on contact with buccal m ucus a nd teeth are 5. Adevice accordingto anyone of claims 1 to4 delivered by actuating the valve. wherein the propellant is difluoroethane or chlorodif- 2 P 01 0 0 0 0 0 W 0 = c) U - 10 U t tp 1:

0 0 U 0 c C4 0 1 9 0 E oc 0 0 R a.

E 0 C.) 1 0 m 1 A 11 cl P 0 0 0 W 1. ' U r j 9 m 4 GB 2 190 837 A 4 luoromethane.
6. Adevice accordingto anyone of claims 1 to 5 wherein the propellant is present in a proportion of from 5 to 20% byweight relative to the total weight of thecomposition.
7. Adevice according to anyone of claims 1 to 6 which additionally comprises a cationic nitrogenous bactericidal agent.
8. Adevice according to anyone of claims 1 to 7 which additionally comprises a thickener in a proportion of up to 0.5% by weight relative to the weight of the composition.
9. Adeviceaccordingto anyone of claims 1 to8 which additionally comprises a sweetening agent, preservative and/or f favouring agent.
10. Adevice according to anyone of claims 1 to 9 wherein the aqueous medium consists of water or of a waterlalcohol mixture.
11. A device according to claim 1 substantially as hereinbefore described in any one of the Examples.
12. A short-lived foam resulting from expansion in air of a composition as defined in anyone of claims 1 to 11.
13. A method forthe preparation of a short-lived buccal foam from a composition comprising, in an aqueous medium, at least one nonionicsurfactantof the poly(hydroxypropylether) group wherein the composition is pressurized and subsequently expanded from an aerosol device using a partially halogenated hydrocarbon propellant.
14. Useof afoam asdefined in claim 12fora cosmetic cleaning, disinfecting andlor deodorizing process of the buccal cavity and teeth.
15. Afoam as defined in claim 12for use in a therapeutic method of cleaning, disinfecting and/or deodorizing the buccal cavity orteeth.

Printed in the United Kingdom for Her Majesty's Stationery Office by the Tweeddale Press Group, 8991685, 12187 18996. Published at the Patent Office, 25 Southampton Buildings, London WC2A lAY, from which copies may be obtained.